Find Romantic Hotels in Chester, CT

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Check availability on Chester Romantic Hotels

Our top choices for Chester romantic hotels

Free daily full breakfast

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Always a nice stay. Clean and comfortable."
United States
Shelby
The price is AED 621
AED 714 total
includes taxes & fees
16 Feb - 17 Feb
Inn at Harbor Hill Marina
Outdoor dining

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (47 reviews)
"Small place good for an individual or couple clean and as described."
United States
Anonymous traveler
The price is AED 444
AED 908 total
includes taxes & fees
4 Mar - 5 Mar
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Indoor pool

Holiday Inn Norwich by IHG

Holiday Inn Norwich by IHG
3.0 star property
Westside Norwich
7.6 out of 10, Good, (1,000 reviews)
"Clean room, easy check-in/out, friendly staff"
United States
Tracy
The price is AED 342
AED 393 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Norwich by IHG
Indoor pool

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean rooms, staff was great"
United States
Jackie
The price is AED 421
AED 485 total
includes taxes & fees
18 Feb - 19 Feb
Hilton Garden Inn Wallingford/Meriden
Double Room, 2 Double Beds | 1 bedroom, pillowtop beds, desk, blackout drapes

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,001 reviews)
"Good Breakfast, nice atmosphere "
United States
Jessie
The price is AED 342
AED 393 total
includes taxes & fees
23 Feb - 24 Feb
Baymont by Wyndham Branford/New Haven
2 indoor pools, open 6 AM to 10 PM, cabanas (surcharge), pool umbrellas

Mohegan Sun

Mohegan Sun
4.5 star property
Montville
9.2 out of 10, Wonderful, (2,061 reviews)
"Great service and accommodations "
United States
Dennis
The price is AED 794
AED 1,004 total
includes taxes & fees
25 Feb - 26 Feb
Mohegan Sun
Bar (on property)

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,003 reviews)
"Great place!"
United States
Laura
The price is AED 718
AED 889 total
includes taxes & fees
19 Feb - 20 Feb
Water's Edge Resort & Spa
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (346 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is AED 895
AED 1,029 total
includes taxes & fees
26 Feb - 27 Feb
Madison Beach Hotel
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is AED 703
AED 781 total
includes taxes & fees
1 Mar - 2 Mar
Westbrook Inn B&B
Breakfast, lunch, dinner served; American cuisine

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (554 reviews)
"Staff was wonderful, lovely hotel"
United States
Helen
Inn at Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Mohegan Sun

Mohegan Sun

10/10 Excellent
"Staff is always courteous. Check in with desk was simpler and easy. "
LORI 1-night trip
Posted 6 days ago
Mohegan Sun
The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"Staff was above and beyond. "
Pamela 1-night trip
Posted 6 days ago
The Spa at Norwich Inn

Frequently asked questions

Searching for romantic hotels in Chester?
If you and your partner need a romantic vacation, we've got just the ticket. If you'd like to explore some of the area's notable sights, you might make a stop by Connecticut River, Connecticut Valley Railroad State Park Trail, or Norma Terris Theater. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chester: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
What is there to do in Chester?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Chester has to offer. Connecticut River, Connecticut Valley Railroad State Park Trail, and Norma Terris Theater are worth a stop when you're out and about.
What's the best way to get to Chester and around town during my romantic getaway?
This information about transportation options in Chester might help your romantic trip get off to a smooth start: Make your way to Chester with a flight to New Haven, CT (HVN-Tweed - New Haven Regional), which is the closest major airport located 23.1 mi (37.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.